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- W2018014052 endingPage "2748" @default.
- W2018014052 startingPage "2742" @default.
- W2018014052 abstract "The total synthesis of (+)-asteriscanolide (1) starting from 2-bromo-4,4-dimethylcyclopentenone has been accomplished. The synthetic route features two key steps. The first step is an unprecedented Michael−Michael reaction sequence that involves a heteronucleophile and proceeds with complete asymmetric induction. The two five-membered rings of the target molecule are thereby generated enantioselectively in a single laboratory step. The second step is based on utilization of ring-closing metathesis to provide an eight-membered ring in which a conjugated 1,3-diene unit resides. Other features of the synthetic stratagem involve the utilization of singlet oxygen in a regiocontrolled ene reaction, the fully stereocontrolled hydrogenation of a dienone, and a chemoselective ruthenium tetraoxide oxidation." @default.
- W2018014052 created "2016-06-24" @default.
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- W2018014052 creator A5064640841 @default.
- W2018014052 date "2000-03-01" @default.
- W2018014052 modified "2023-10-16" @default.
- W2018014052 title "Enantioselective Double Michael Addition/Cyclization with an Oxygen-Centered Nucleophile as the First Step in a Concise Synthesis of Natural (+)-Asteriscanolide" @default.
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- W2018014052 doi "https://doi.org/10.1021/ja994053w" @default.
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